1,2-Dimethoxyethane → HCID 15239964, compound

HRID 1653645Notes

Reaction equation

HRID 1653645 reaction equation
C([O:8][C:9]1[C:10]([C:20]([O:22][CH3:23])=[O:21])=[N:11][C:12]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:13][CH:14]=1)C1C=CC=CC=1.COCCOC>CO.[C].[Pd]>[OH:8][C:9]1[C:10]([C:20]([O:22][CH3:23])=[O:21])=[N:11][C:12]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 80711,2-DimethoxyethaneHCID 15239993HCID 15239993, compound

Product 1

HCID 15239964HCID 15239964, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

6.10 g (19.5 mmol) of methyl 3-benzyloxy-6-(1-pyrrolidinyl)picolinate was catalytically reduced in 50 ml of methanol and 100 ml of 1,2-dimethoxyethane in the presence of 1.5 g of 10% palladium carbon. The catalyst was filtered off, and the solvent was distilled off, and the residue was crystallized from diisopropyl ether-n-hexane to obtain the desired product.

Workup

  1. filtrationThe catalyst was filtered off
  2. distillationthe solvent was distilled off
  3. customthe residue was crystallized from diisopropyl ether-n-hexane

Sources & evidence

ORD record
ord-5251c198b04c4176b9d44787bcb2f76a
Source dataset
uspto-grants-1995_04
Patent number
US05403816

Reaction notes

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